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Merck

N5636

Sigma-Aldrich

3-Nitropropionic acid

≥97% (HPLC), powder or crystals, mitochondrial complex II inhibitor

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About This Item

Fórmula lineal:
O2N(CH2)2CO2H
Número de CAS:
Peso molecular:
119.08
Beilstein/REAXYS Number:
1759889
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Nombre del producto

3-Nitropropionic acid, ≥97%

biological source

synthetic

Quality Level

assay

≥97%

form

powder or crystals

color

white to light yellow

mp

68-70 °C (lit.)

solubility

alcohol: may be light yellow 100 mg/mL

storage temp.

2-8°C

SMILES string

OC(CC[N+]([O-])=O)=O

InChI

1S/C3H5NO4/c5-3(6)1-2-4(7)8/h1-2H2,(H,5,6)

InChI key

WBLZUCOIBUDNBV-UHFFFAOYSA-N

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Application

3-Nitropropionic acid has been used:
  • to generate multiple system atropy-parkinsoniam (MSA-P) model in rat to evaluate its effect on embryonic striatal and mesencephalic grafts
  • to inject into the nigrostriatal dopaminergic pathway in rats in order to examine its specific effects on the dopamine system
  • as succinate dehydrogenase (SDH) inhibitor for LUHMES neurons and cell lines

Biochem/physiol Actions

Administering 3-nitropropionic acid (3-NP) to the inner ear can stimulate sensorineural hearing loss. It serves as an irreversible inhibitor of mitochondrial complex II.
Excitotoxin shown to cause brain lesions similar to those of Huntington′s disease.

pictograms

Skull and crossbones

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges


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Los clientes también vieron

Specific lesions in the extrapyramidal system of the rat brain induced by 3-nitropropionic acid (3-NPA)
Pei G and Ebendal T
Experimental Neurology, 132(1), 105-115 (1995)
No functional effects of embryonic neuronal grafts on motor deficits in a 3-nitropropionic acid rat model of advanced striatonigral degeneration (multiple system atrophy)
Waldner R, et al.
Neuroscience, 102(3), 581-592 (2001)
The protective effect of Egb 761 against 3-nitropropionic acid-induced hearing loss: the role of sirtuin 1
Chang M Y, et al.
Clinical and Experimental Otorhinolaryngology, 11(1), 9-9 (2018)
G W Kim et al.
Journal of cerebral blood flow and metabolism : official journal of the International Society of Cerebral Blood Flow and Metabolism, 20(1), 119-129 (2000-01-05)
Excitotoxicity is implicated in the pathogenesis of several neurologic diseases, such as chronic neurodegenerative diseases and stroke. Recently, it was reported that excitotoxicity has a relationship to apoptotic neuronal death, and that the mitochondrial toxin, 3-nitropropionic acid (3-NP), could induce
Mouse Models of Dystonia
Animal Models of Movement Disorders (2005)

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